Water → HCID 178444503, compound

Participants

Reaction Conditions

Reaction Steps

In a 1-L three-neck flask equipped with a stirrer, a thermometer and a dropping funnel, 27.6 g (122.9 mmol) of ethyl diethylphosphinoacetate was dissolved in 350 ml of IRAQ tetrahydrofuran (hereinafter abbreviated as THF) under nitrogen atmosphere and the solution was cooled down to −5° C. while stirring. 15.2 g (135.2 mmol) of potassium t-butoxide was added thereto, and the solution was stirred at room temperature for 2 hours. The solution was cooled down again to 0° C., and a solution of 25.0 g (94.5 mmol) of trans-4-(trans-4-pentylcyclohexyl)cyclohexanecarbaldehyde dissolved in 100 ml of THF was added dropwise. Further, the solution was stirred at room temperature for 14 hours, and then 200 ml of water and 400 ml of toluene were added to the reaction mixture and stirred. The separated toluene layer was washed twice with 200 ml of water and dried over anhydrous magnesium sulfate, and then toluene was distilled off under reduced pressure. The residue was purified by means of a silica gel column chromatography with toluene used as a developing solvent to obtain 12.8 g of ethyl 3-(trans-4-(trans-4-pentylcyclohexyl)cyclohexyl)propenoate (yellow oily substance).

Provenance & Evidence